Staff Software Engineer (Business Insurance)

• You’ll be part of the team building the next generation of the business insurance purchase experience at Gusto. This role is built for someone who wants to be part of a fast-growing team and build products that customers like to use
• You’ll take projects from design through implementation to launch, working closely with a good size team to ship AI-powered features that simplify and modernize how businesses discover, evaluate, and purchase insurance
• If you’re excited about joining a team early in its growth, executing reliably on shipping products rapidly, and learning by building alongside experienced engineers, you’ll thrive here
• Business Insurance is one of Gusto’s fastest-growing areas. We own the end-to-end business insurance experience — both on and off the Gusto platform — spanning the sale and servicing of P&C insurance products such as Workers’ Compensation and General Liability, as well as PEO
• The domain is inherently complex, and that complexity creates real opportunity: to rethink how small business owners experience insurance through innovative AI and thoughtful system design, moving the industry beyond its traditional constraints and delivering something meaningfully better for our customers
• Design, build, and test core Business Insurance products that are reliable and scalable
• Design and implement innovative AI-powered Business Insurance experiences
• Iterate quickly based on feedback and metrics once features are live
• Partner with product, design and XF partners to refine ideas, shape scope, and iterate quickly on end-to-end experiences
• Mentor and develop engineers on your team. Track record of elevating team capabilities through pairing, code review, and knowledge sharing

Benefits

• Gender-affirming care and support
• Family care and support, including family planning and fertility benefits
• A variety of mental health resources
• Medical, dental, and vision insurance for employees and dependents
• Free meals and refreshments at the office (conversation and community is an added bonus!)
• Paid vacation, sick time, bereavement, and holidays, paid leaves, sabbatical, and more

Strong Platform and Application Engineering experience (e.g., services, APIs, data flows, observability)Impact-driven with proven end-to-end multi-quarter projects delivery experience, from initial scoping and planning through execution, stakeholder management, and successful launchNatural aptitude for bringing clarity and simplicity to complex, ambiguous problemsStrong hands-on experience building, deploying and evaluating AI solutions in production environments is a plusStrong documentation and communication skills, with the ability to clearly articulate technical tradeoffs and align solutions with business needs across both technical and non-technical audiences8+ years of software development experience, 2+ years of doing customer facing products at scaleAI-native mindset with AI tools naturally embedded in your daily workflowExperience with Ruby on Rails and Python is a plusGenuine excitement about joining a fast-growing and high velocity team